THE STEREOSELECTIVE ADDITION OF ORGANOMETALLIC REAGENTS TO ELECTRON-DEFICIENT ALKYLIDENECYCLOHEXANES - ALTERNATIVE LINKAGES FOR CHOLAPHANE SYNTHESIS

被引：20

作者：

DAVIS, AP ^{[1
]}

EGAN, TJ ^{[1
]}

ORCHARD, MG ^{[1
]}

CUNNINGHAM, D ^{[1
]}

MCARDLE, P ^{[1
]}

机构：

[1] NATL UNIV IRELAND UNIV COLL GALWAY,DEPT CHEM,GALWAY,IRELAND

来源：

TETRAHEDRON | 1992年 / 48卷 / 40期

关键词：

D O I：

10.1016/S0040-4020(01)89447-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Knoevenagel condensations between t-butylcyclohexanone and malononitrile, Meldrum's acid and ethyl cyanoacetate gave electron-deficient alkenes which underwent equatorial-selective attack by chemoselective aryl organometallic reagents. Further transformations of the products were shown to be possible in some cases. The methodology is relevant to the synthesis of macrocyclic "cholaphane" receptors with externally-directed functional groups.

引用

页码：8725 / 8738

页数：14

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